EP0711544A2 - Zahnpasta - Google Patents

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Publication number
EP0711544A2
EP0711544A2 EP95116357A EP95116357A EP0711544A2 EP 0711544 A2 EP0711544 A2 EP 0711544A2 EP 95116357 A EP95116357 A EP 95116357A EP 95116357 A EP95116357 A EP 95116357A EP 0711544 A2 EP0711544 A2 EP 0711544A2
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EP
European Patent Office
Prior art keywords
dentifrice composition
capsule particles
composition according
coat
water
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP95116357A
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English (en)
French (fr)
Inventor
Yasushi c/o Kao Corp. Res. Lab. Katayama
Kouji c/o Kao Corp. Res. Lab. Maeda
Ryozo c/o Kao Corp. Res. Lab. Nakai
Yoshiyuki c/o Kao Corp. Res. Lab. Muroi
Takao c/o Kao Corp. Res. Lab. Okajima
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Kao Corp
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Kao Corp
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Publication date
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Publication of EP0711544A2 publication Critical patent/EP0711544A2/de
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0241—Containing particulates characterized by their shape and/or structure
    • A61K8/0275—Containing agglomerated particulates
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11—Encapsulated compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns

Definitions

  • the present invention relates to a dentifrice composition containing capsule particles easily broken upon toothbrushing and having a good sense of pleasant feeling and a product appearance.
  • dentifrice compositions including various effective ingredients, such as medicinal ingredients, flavors, and pigments, have been known.
  • various effective ingredients such as medicinal ingredients, flavors, and pigments
  • gelatin, waxy substances, and agar are used for coat-forming substances of the capsule particles, and gelatin is mainly used.
  • dentifrice compositions using gelatin for coat-forming substances include the following:
  • the capsule particles to be blended in a dentifrice composition is required to have such properties that the coat of the capsule particles is broken upon use and thereby the contents thereof are released.
  • the capsule particles are also easily broken during production, thereby undesirably leaking the contents in the course of production.
  • the coat of the capsule particles is not easily broken by toothbrushing.
  • the microcapsule particles disclosed in Japanese Patent Laid-Open No. 55-100309 mentioned above have an average particle size of from 5 to 50 ⁇ m
  • the non-transparent microcapsule particles disclosed in Japanese Patent Laid-Open No. 55-102436 have an average particle size of from 5 to 100 ⁇ m, both of which are extremely small.
  • the particle size of the capsule particles is small, there arises a problem that the capsule particles are apt to be untrapped by the tip end of the toothbrush, so that the capsule particles remaining unbroken are liable to cause lowering of the sense of pleasant feeling.
  • the capsule particles blended in the above dentifrice compositions not only have problems in the easiness in breaking upon use but also in their particle sizes.
  • an object of the present invention is to provide a dentifrice composition containing capsule particles with a suitable particle size, the capsule particles being easily broken upon use and recognizable of its presence in the oral cavity, without a sense of unfitting or a sense of foreign substances contained in the oral cavity.
  • the present inventors have found that a suitable particle size range of capsule particles using agar as a main component of a coat-forming substance for a dentifrice composition, and have completed the present invention.
  • the gist of the present invention is to provide a dentifrice composition containing capsule particles using agar as a main component and having an average particle size of from 0.3 to 3 mm.
  • 10 is a graduated measuring cylinder, 12 a dentifrice composition, 14 a glass tube, 21 an epoxy resin, 24 a glass tube, and "a" a thickness.
  • capsule particles refer to those obtainable by coating the contents comprising medicinal ingredients, pigments, and flavors with a coat-forming substance.
  • the capsule particles contain the coat-forming substance having agar as a main component thereof.
  • the agar preferably has a high solubility in water, and a greater preference is given to ones having solubility in water under a normal pressure and 95°C of not less than 1, more preferably not less than 3, and particularly not less than 5, from the viewpoint of easy coat-formation procedure.
  • the agar preferably has a sufficient jelly strength of not less than 500 g/cm2, because the resulting capsule particles are not likely to break during the production of the dentifrice composition.
  • the jelly strength is evaluated by an amount of a load durable on an agar gel at a concentration of 1.5% by weight for 20 seconds per unit cm2, the load being vertically applied to the agar.
  • the strip agar has a jelly strength of about 400 g/cm2, and the square agar as a jelly strength of about 280 g/cm2.
  • hydrophilic polymeric substances or lipophilic polymeric substances may be added to the agar.
  • hydrophilic polymeric substances include gelatin, sodium alginate, carrageenan, carboxymethyl cellulose, methyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose, gum arabic, gum guar, gum xanthane, casein, pectin, albumin, and polyvinyl alcohols.
  • lipophilic polymeric substances examples include waxy polymers, such as polyethylenes, polypropylenes, polystyrenes, polyvinyl chlorides, polyacrylic acids, polymethacrylic acids, cetyl alcohol, stearyl alcohol, ethylene glycol distearate, sorbitan tristearate, ceresin, paraffin waxes, polyolefin waxes, beeswaxes, and carnauba waxes.
  • the hydrophilic polymeric substances and lipophilic polymeric substances may be used singly or in a combination of two or more kinds.
  • the hydrophilic polymeric substances or the lipophilic polymeric substances may be added in an amount of preferably from 1 to 100 parts by weight, particularly from 1 to 20 parts by weight, based on 100 parts by weight of the agar, from the viewpoint of the stability of the contents and improvement of sense of pleasant feeling without impairing the releasing property in the oral cavity.
  • the contents of the capsule particles are not particularly limited as long as they are those generally used for compositions in use for oral cavity, such as dentifrices, the contents including medicinal ingredients, flavors, and pigments. In the present invention, a particular preference is given to those having lipophilic properties.
  • the contents may take various desired forms, such as liquid, powder, or gel, depending upon the shapes of the dentifrice composition and the production methods used therefor.
  • the medicinal ingredients include tooth caries preventives, antibiotics, vitamins, enzymes, anti-flammatory agents. More specifically, examples thereof include sodium fluoride, tin fluoride, sodium monofluorophosphate, vitamin E, vitamin C, dextranase, mutase, sodium chloride, glycyrrhizinates, glycyrrhetinic acid, azulene, dihydrocholesterol, chlorohexidine, epichlorocholesterol, isopropylmethylphenol, trichlorocarbanilide, triclosan, halocarban, hinokitiol, allantoin, tranexamic acid, propolis, cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride, sodium copper chlorophylin, and lysozyme chloride.
  • the flavors include flavoring aldehydes, esters, and alcohols. More specifically, examples thereof include spearmint oil, peppermint oil, clove oil, sage oil, eucalyptus oil, laurel oil, cinnamon oil, lemon lime oil, grapefruit oil, menthol, carvone, methyl salicylate, ethyl salicylate, eugenol, camphor oil, ginger, ethyl acetate, diethyl ketone, eucalyptol, pepper, rose, isopropylmethylphenol, maltol, and anethole.
  • the pigments include inorganic and organic pigments.
  • examples thereof include the inorganic pigments, such as cobalt blue, cobalt green, yellow iron oxide, titanium oxide, mica, zinc powder, and aluminum powder; lake pigments, such as Blue No. 1 and Red No. 2; and other pigments, such as copper chlorophyll, ⁇ -carotene, and iron complex salts of hinokitiol.
  • inorganic pigments such as cobalt blue, cobalt green, yellow iron oxide, titanium oxide, mica, zinc powder, and aluminum powder
  • lake pigments such as Blue No. 1 and Red No. 2
  • other pigments such as copper chlorophyll, ⁇ -carotene, and iron complex salts of hinokitiol.
  • the vehicles such as fats and oils, waxes, hydrocarbons, higher fatty acids, higher alcohols, esters, essential oils, and silicone oils, may be further blended to the contents of the capsule particles.
  • the fats and oils include natural fats and oils, such as soybean oil, rice bran oil, jojoba oil, avocado oil, almond oil, olive oil, cacao butter, sesame oil, persic oil, castor oil, coconut oil, mink oil, beef tallow, and lard; hydrogenated oils obtained by hydrogenation of these natural fats and oils, and synthetic triglycerides, such as myristic glyceride, 2-ethylhexanoic glyceride, tricaprylic glyceride, and tricapric glyceride.
  • the waxes include carnauba wax, whale wax, beeswax, and lanoline.
  • hydrocarbons examples include liquid paraffins, vaseline, paraffins, microcrystalline waxes, ceresin, squalane, and pristane.
  • the higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, lanolic acid, and isostearic acid.
  • the higher alcohols include lauryl alcohol, cetyl alcohol, stearyl alcohol, oleyl alcohol, lanoline alcohol, cholesterol, and 2-hexyldecanol.
  • esters examples include cetyl octanoate, myristyl lactate, cetyl lactate, isopropyl myristate, myristyl myristate, isopropyl palmitate, isopropyl adipate, butyl stearate, and decyl oleate.
  • the essential oils include mentha oil, jasmine oil, camphor oil, hinoki oil, tohi oil, rue oil, turpentine oil, cinnamon oil, bergamot oil, citrus oil, calamus oil, pine oil, lavender oil, bay oil, clove oil, hiba oil, rose oil, eucalyptus oil, lemon oil, peppermint oil, and sage oil.
  • silicone oils include dimethylpolysiloxane.
  • Examples of the production methods for the capsule particles are not particularly limited, and any of conventionally known production methods, including chemical methods, such as interfacial polymerization method and in-liquid coat hardening method, physicochemical methods, such as coacervate method, and physical methods, such as fluidized bed method, may be employed. In particular, a preference is given to a double nozzle dropping method.
  • the capsule particles used in the present invention have an average particle size, determined by a microscope or calipers, of from 0.3 to 3 mm, more preferably from 0.5 to 3 mm, particularly from 0.5 to 2 mm.
  • the average particle size is less than 0.3 mm, the capsule particles are hardly broken upon brushing, so that the sense of pleasant feeling is significantly lowered and the capsule particles lose good appearance.
  • the average particle size exceeds 3 mm, the sense of pleasant feeling is significantly lowered and the capsule particles lose good appearance.
  • the particle size distribution of the capsule particles is such that 80% or more desirably fall in the range of from 0.3 to 3 mm, particularly 90% or more in the above range, more particularly 95% or more in the above range.
  • the capsule particles preferably have a breaking strength per each capsule particle of from 0.1 to 20 g, more preferably from 1 to 20 g, and particularly from 1 to 10 g.
  • the breaking strength is measured by continuously applying a load vertically onto one particle taken out from a dentifrice composition until breakage, and obtaining an amount of load at breakage of the coat layer of the capsule particles.
  • the breaking strength of the capsule particles in the present invention is measured by using a compressive testing device "KES-F3" (manufactured by Katoh Tekkohjo), a load being applied at a velocity of 50 sec/mm.
  • the coat ratio of the agar in the capsule particles preferably is in the range of from 1 to 30% by weight, more preferably from 1 to 15% by weight, particularly 5 to 15% by weight, within which range the capsule particles are given suitable breakability upon use, to release easily the contents thereof.
  • the coat ratio is expressed by the weight percentage of the agar based on the entire weight of the capsule particles.
  • the amount of the capsule particles in the dentifrice composition of the present invention is preferably from 0.1 to 10% by weight, particularly from 0.5 to 5% by weight, within which range the effects of the medicinal ingredients, etc. are suitably obtained, and the sense of pleasant feeling and the appearance are good.
  • the dentifrice composition of the present invention may further contain other vehicles generally used for preparation for oral cavity including dentifrice, such as surfactants, abrasives, thickening agents, moisturizers, perfumes, sweeteners, preservatives, and water.
  • dentifrice such as surfactants, abrasives, thickening agents, moisturizers, perfumes, sweeteners, preservatives, and water.
  • the water-insoluble abrasives are not particularly limited, as long as they are generally used as abrasives for teeth, and examples thereof include hydrogen calcium phosphate, calcium phosphate, water-insoluble sodium metaphosphate, silica, aluminum hydroxide, magnesium phosphate, calcium carbonate, calcium pyrophosphate, zeolite, complex aluminosilicates, magnesium carbonate, red oxide, and calcium sulfate, which may be used singly or in a combination of two or more kinds.
  • the water-insoluble abrasives preferably have a particle size of from 0.1 to 20 ⁇ m, particularly from 1 to 10 ⁇ m.
  • the above abrasives may be used without further treatment, or they may be formed into granules by binding and adhering water-insoluble abrasives to each other with or without a water-insoluble binder.
  • the water-insoluble abrasive granules used in the present invention refer to those obtainable by binding and adhering water-insoluble abrasives to each other with or without a water-insoluble binder.
  • the water-insoluble abrasive granules act as a breaking aid for the capsule particles, so that the capsule particles can be notably easily broken upon brushing, thereby making it possible to speedily release the contents thereof into the oral cavity.
  • the amount of the water-insoluble abrasives in the water-insoluble abrasive granules is preferably from 10 to 90% by weight, particularly from 50 to 90% by weight, from the viewpoint of breakability of the capsule particles in the present invention.
  • the water-insoluble binders may be any one of organic or inorganic binders.
  • organic binders include polysaccharides, such as hydroxycellulose, carboxymethyl cellulose, hydroxypropyl cellulose, gum xanthane, and carrageenan; water-insoluble fibers, such as natural fibers, polyvinyl chlorides, polyethylenes, polypropylenes, polystyrenes, methyl polymethacrylates, nylons, and silicones; and oils and fats, such as paraffins, higher alcohols, and waxes.
  • polysaccharides such as hydroxycellulose, carboxymethyl cellulose, hydroxypropyl cellulose, gum xanthane, and carrageenan
  • water-insoluble fibers such as natural fibers, polyvinyl chlorides, polyethylenes, polypropylenes, polystyrenes, methyl polymethacrylates, nylons, and silicones
  • oils and fats such as paraffins, higher alcohols, and waxes.
  • examples of the inorganic binders include colloidal silica, magnesium metasilicate aluminate, bentonite, montmorillonite, kaolin, synthetic aluminum silicate, calcium silicates, aluminum hydroxide gels, alumina sols, magnesium carbonate, synthetic hydrotalcite, magnesium oxide, and magnesium hydroxide.
  • the inorganic binders are preferred, because they are capable of stably maintaining the properties owned by the water-insoluble abrasive granules without causing significant changes. Since the granules can be simply prepared by spray granulation method, a particular preference is given to colloidal silica, magnesium metasilicate aluminate, synthetic aluminum silicate, and magnesium hydroxide.
  • water-insoluble binders can be used singly or in combination of two or more kinds.
  • a preference is given to the combinations of a binder having a relatively granular form and acting as a vehicle, for example, magnesium metasilicate aluminate, synthetic aluminum silicate, and magnesium hydroxide, together with a binder having a strong adhesive property and acting to increase the granular strength remarkably, for example, colloidal silica and alumina sols, because in such combinations, the desired water-insoluble abrasive granules can be obtained by freely selecting the kinds and amounts of the water-insoluble abrasives while maintaining sufficient strength for achieving the purpose of the present invention.
  • the amount of the water-insoluble binder in the water-insoluble abrasive granules is preferably from 5 to 80% by weight, particularly from 5 to 50% by weight, in which the granules are not broken during the production of the dentifrice composition, and on the other hand give proper adhesive strength for allowing the granules to be broken by brushing.
  • the water-insoluble abrasive granules may further contain medicinal ingredients and pigments in the same manner as the capsule particles explained above.
  • the amount of the medicinal ingredients and the pigments in the water-insoluble abrasive granules is suitably from 0.01 to 10% by weight.
  • the production methods for the water-insoluble abrasive granules are not particularly limited, and any one of known methods, such as spray granulation methods and extrusion granulation methods, may be suitably used. Among them, a preference is given to spray granulation methods, because the obtained granular shape becomes spherical, thereby making the teeth less susceptible to damage by brushing, and the handling after production of the granules are made easy.
  • the water-insoluble abrasive granules have an average particle size of preferably from 50 to 500 ⁇ m, particularly from 100 to 400 ⁇ m, more particularly from 100 to 300 ⁇ m.
  • the average particle size is less than 50 ⁇ m, the granules are more likely to be untrapped by the tip end of the toothbrush, thereby making them difficult to be broken by a normal brushing.
  • the average particle size exceeds 500 ⁇ m, the capsules are less likely to be broken, and a sense of unfitting or a sense of foreign substances contained in the oral cavity are increased, thereby significantly lowering the sense of pleasant feeling.
  • the water-insoluble abrasive granules preferably have a breaking strength per one granule of from 0.1 to 10 g, particularly from 1 to 10 g, within which range the breakability of the capsule particles can be increased by the breakage of the granules.
  • the breaking strength of the abrasive granules in the present invention is measured by using a thermal stress analyzer "SS-10" (manufactured by Seiko Instruments), a given load (2 g/min) being applied until breakage.
  • the amount of the water-insoluble abrasive granules in the dentifrice composition of the present invention is preferably 1 to 50% by weight, particularly from 3 to 30% by weight.
  • the amount of the granules is less than 1% by weight, the absolute number of the granules contacting the capsule particles are decreased, so that the breaking of the capsule particles is likely to be difficult.
  • the amount exceeds 50% by weight a sense of unfitting or a sense of foreign substances contained in the oral cavity (for instance, sandy feeling) are increased, thereby lowering the sense of pleasant feeling.
  • the compositional weight ratio between the capsule particles and the water-insoluble abrasive granules preferably satisfy the following relationship: (Capsule particles) (Water-insoluble abrasive granules) ⁇ 2. More particularly, the following relationship is satisfied: (Capsule particles) (Water-insoluble abrasive granules) ⁇ 1.
  • the breaking strength of the capsule particles exceeds the breaking strength of the water-insoluble abrasive granules.
  • examples of the thickening agents include sodium salts of carboxymethyl cellulose, sodium polyacrylates, hydroxyethyl cellulose, thickened silica, montmorillonite, carrageenan, sodium alginate, gum guar, gum xanthane, and pectin.
  • moisturizers examples include polyethylene glycol, propylene glycol, sorbitol, glycerol, maltitol, and xylitol. Among them, a preference is given to glycerol and sorbitol.
  • perfumes examples include natural perfumes such as spearmint oil, peppermint oil, wintergreen oil, sassafras oil, clove oil, sage oil, eucalyptus oil, mayonara oil, cinnamon oil, thyme oil, lemon oil, and orange oil; as well as synthetic perfumes such as 1-menthol, anethole, carvone, eugenol, thymol, and methyl salicylate.
  • natural perfumes such as spearmint oil, peppermint oil, wintergreen oil, sassafras oil, clove oil, sage oil, eucalyptus oil, mayonara oil, cinnamon oil, thyme oil, lemon oil, and orange oil
  • synthetic perfumes such as 1-menthol, anethole, carvone, eugenol, thymol, and methyl salicylate.
  • sweeteners examples include saccharin, sodium saccharin, stevioside, neohesperidyldihydrocarcone, beruraruchine, p-methyoxycinnnamic aldehyde, glycyrrhizinates, and aspartame® (methyl aspartylphenylalanine).
  • preservatives examples include benzoic acid, sodium benzoate, and parahydroxybenzoic esters.
  • the surfactants used in the present invention are not particularly limited, and any one of those generally used in dentifrice compositions may be used.
  • examples thereof include ionic surfactants including acyl amino acid salts, such as sodium acyl glutamate and sodium salts of acyl N-methylglycinate, alkyl sulfates, such as sodium lauryl sulfate.
  • the dentifrice composition in the present invention containing capsule particles using agar as the main component of the coat-forming substances, it has been found that the use of a nonionic surfactant allows to keep the medicinal ingredients and other contents stably in the capsule particles until use, and to break the capsule particles easily during use, to release the contents, such as medicinal ingredients, in the oral cavity.
  • nonionic surfactants used in the present invention include polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene-polyoxypropylene alkyl ethers, polyoxyethylene-polyoxypropylene block copolymers, sucrose fatty acid esters, glycerol fatty acid esters, propylene glycol fatty acid esters, sorbitan fatty acid esters, alkylglycoside fatty acid esters, polyoxyethylene sucrose fatty acid esters, polyoxyethylene glycol fatty acid esters, polyoxyethylene sorbitan fatty acid esters, alkylglycosides, fatty acid monoethanolamide, polyoxyethylene fatty acid monoethanolamide, polyoxyethylene fatty acid diethanolamide, polyoxyethylene castor oils, polyoxyethylene hydrogenated castor oils, and polyoxyethylene beeswax derivatives.
  • polyoxyethylene-polyoxypropylene block copolymers sucrose fatty acid esters, alkylglycosides, polyoxyethylene sucrose fatty acid esters, and polyoxyethylene hydrogenated castor oils.
  • nonionic surfactants those having low fluidity are preferred, because the amount of leakage of the contents of the capsule particles is extremely lowered.
  • polyoxyethylene-polyoxypropylene block copolymers particularly to the polyoxyethylene-polyoxypropylene block copolymers having an average molecular weight of from 1,000 to 15,000.
  • the above nonionic surfactants may be used singly or in a combination of two or more kinds.
  • the amount of the nonionic surfactant in the dentifrice composition is preferably from 1 to 40% by weight, particularly from 3 to 30% by weight, within which range leakage of the contents of the capsule particles can be extremely lowered, to increase the stability of the capsule particles and to give a good sense of pleasant feeling, too.
  • the vehicles for oral cavity comprise 1 to 40% by weight of surfactants, 1 to 75% by weight of water-insoluble abrasives, not more than 5% by weight, particularly from 0.5 to 5% by weight, of thickening agents, and 10 to 85% by weight of a total amount of moisturisers and water. Further, it preferably contains perfumes and sweeteners in a total amount of from 0.01 to 5% by weight.
  • the dentifrice composition of the present invention may take a desired form, including toothpaste, toothpowder, and liquid dentifrice.
  • a transparent agar which is transparent with or without color depending upon pigments used, for forming the coat for the capsule particles, and making other components of the dentifrice composition transparent, a further improvement in appearance in the overall dentifrice composition is obtained by a synergistic effect of both the transparency of the capsule particles and the dentifrice composition containing the capsule particles.
  • the degree of transparency evaluated by visually observing a maximum thickness (mm) at which a double line mark can be clearly recognized, is preferably not less than 3 mm, particularly not less than 5 mm.
  • the method for measuring the degree of transparency is carried out according to the method described in Examples.
  • the dentifrice composition of the present invention contains the capsule particles containing agar which is a coat-forming substance as a main component and having an average particle size of from 0.3 to 3 mm, the capsule particles are easily broken upon brushing upon use, and the contents, such as medicinal ingredients, can be released and penetrated in the oral cavity. Also, since the capsule particles are so easily broken and they have suitable particle size, the user is free from sense of unfitting or a sense of foreign substances contained in the oral cavity, thereby increasing its sense of pleasant feeling. Further, since the capsule particles have a size which can be visually confirmed, the users are provided with sense of security and anticipation for the actions of medicinal effects without having unpleasant feeling from containing foreign substances.
  • the dentifrice composition of the present invention by using a nonionic surfactant, since the leakage of the contents of the capsule particles can be extremely lowered during production and storage of the capsule particles, compositional changes are very small for a long period storage after production, thereby making it possible to maintain high quality capsule particles. Also, since the coat of the capsule particles is easily broken upon use and the contents thereof are released and the compositional changes of the contents are small, a desired amount of the contents can be administered locally in the oral cavity more surely. Moreover, the dentifrice composition of the present invention has excellent sense of pleasant feeling, thereby being particularly suitable for use in toothpastes.
  • the capsule particles and the water-insoluble abrasive granules are likely to be collected locally in the oral cavity upon brushing at such places as between teeth, and gaps formed between teeth and the gums. In these places, the contact frequency between the capsule particles and the water-insoluble abrasive granules is remarkably increased, thereby allowing a further smooth breaking of the capsule particles.
  • the increase in the contact frequency is incurred by the bombardment of the granules and the capsule particles, or breaking of the granules at once, the broken granules being bombarded with the capsule particles.
  • the breaking of the capsule particles leads to completely and extremely speedy release and penetration of the contents of the capsule particles, thereby making it possible to exhibit the effects of the medicinal ingredients more securely.
  • the water-insoluble abrasive granules also act as abrasives.
  • the user since the water-insoluble abrasive granules are easily broken and the capsule particles are easily breakable, each having a suitable particle size, the user has significantly lower sense of unfitting or sense of foreign substances in the oral cavity, thereby increasing its sense of pleasant feeling.
  • Capsule particles were produced by using the following components and production method.
  • agar a product under a tradename of "UP-37" (solubility: 10; jelly strength: 700 g/cm2; manufactured by Ina Shokuhin Kogyo K.K.) was used.
  • Coat liquid Agar 5% by wt. Purified Water 95% by wt. Contents liquid: Tri(caprylic acid capric acid)-glycerol *1 40% by wt. ⁇ -Glycyrrhetinic acid 50% by wt. Ethanol 10% by wt. Note *1: ("COCONARD MT,” manufactured by Kao Corporation, which is a triglyceride of a mixture of caprylic acid and caproic acid.
  • the capsule particles were produced by a double nozzle dropping method.
  • the nozzle diameter for pouring the contents liquid was set at 0.8 mm
  • the nozzle diameter for pouring the coat liquid was set at 1.0 mm
  • the temperatures for the tank containing the coat liquid and the dyne through which the coat liquid flowed were set at 75°C
  • the temperature of the cooling liquid was set at 25°C.
  • the capsule particles obtained above had an average particle size of 1 mm, and a coat ratio of 10.2%.
  • the average particle size was determined by calipers, and the coat ratio was calculated by dividing the weight of the coat portion, obtained by breaking one capsule particle and removing contents thereof, by the entire weight of the one capsule particle.
  • the particle size was measured by using calipers. Both of the obtained values for the average particle size and the coat ratio are averaged value for twenty capsule particles.
  • one of the capsule particles was broken to extract ⁇ -glycyrrhetinic acid contained in the contents liquid with a 0.0025 M phosphoric acid-acidic methanol aqueous solution (75 v/v %), and the obtained extract was quantitatively analyzed using a high-performance liquid chromatography ("L-6000," manufactured by Hitachi Ltd). As a result, the amount of ⁇ -glycyrrhetinic acid was found to be 44.9%. Here, the amount was so obtained by averaging values obtained with twenty particles as above.
  • Capsule particles were produced in the same manner as in Production Example 1-1 by using the following components.
  • Coat liquid Agar (The same one as in Production Example 1-1) 10% by wt. Purified Water 90% by wt. Contents liquid: Tri(caprylic acid capric acid)-glycerol 40% by wt. ⁇ -Glycyrrhetinic acid 50% by wt. Ethanol 10% by wt.
  • the capsule particles obtained above had an average particle size of 1 mm, and a coat ratio of 36.2%.
  • the amount of ⁇ -glycyrrhetinic acid in one capsule particle was quantitatively analyzed in the same manner as in Production Example 1-1, and it was found to be 31.9%.
  • Capsule particles were produced using the same components as in Production Example 1-1 and a production method given below.
  • the capsule particles were produced by a double nozzle dropping method similar to that in Production Example 1-1, except for the following changes: The nozzle diameter for pouring the contents liquid was set at 0.25 mm, and the nozzle diameter for pouring the coat liquid was set at 0.35 mm.
  • the capsule particles obtained above had an average particle size of 0.35 mm, the particle size being determined by a microscope, and a coat ratio of 10.8%.
  • the amount of ⁇ -glycyrrhetinic acid in one capsule particle was quantitatively analyzed in the same manner as in Production Example 1-1, and it was found to be 44.6%.
  • the particles having a particle size of less than 0.3 mm was collected by classifying with a mesh-sieve.
  • the capsule particles obtained above had an average particle size of 0.24 mm, the particle size being determined by a microscope, and a coat ratio, which was the same as in Production Example 1-3, of 10.8%.
  • the amount of ⁇ -glycyrrhetinic acid in one capsule particle was quantitatively analyzed in the same manner as in Production Example 1-1, and it was found to be 43.6%.
  • Capsule particles were produced using the same components as in Production Example 1-1 and a production given below.
  • the capsule particles were produced by a double nozzle dropping method similar to that in Production Example 1-1, except for the following changes:
  • the nozzle diameter for pouring the contents liquid was set at 2.80 mm, and the nozzle diameter for pouring the coat liquid was set at 3.50 mm.
  • the capsule particles obtained above had an average particle size of 3.50 mm, and a coat ratio of 9.8%.
  • the amount of ⁇ -glycyrrhetinic acid in one capsule particle was quantitatively analyzed in the same manner as in Production Example 1-1, and it was found to be 45.1%.
  • each of the dentifrice compositions comprising a composition (expressed by "percent (%) by weight") given in Table 1-1 was prepared by a conventional method.
  • Each of the dentifrice composition was subject to various tests evaluated by the methods explained below. Incidentally, the reason why the found values of the particle sizes differed from those given in Production Examples and Comparative Examples was owing to the fact that the agar absorbed water, thereby increasing its apparent particle size. The results are shown in Table 1-1.
  • the testing method for the degree of transparency is given below by referring to Figures 1 and 2.
  • a dentifrice composition was placed in a graduated measuring cylinder 10 marked in the bottom portion as shown in Figure 1.
  • a visual observation was made from the upper opening of the glass tube to determine a degree of transparency expressed in a thickness " a " (mm), the final point at which the double lines were clearly recognized (See Figure 2).
  • a light source was provided from two 40 Watt fluorescent lights via a frosted glass.
  • each of the dentifrice compositions of Examples and Comparative Examples was tested by 15 persons each of male and female users, a total of 30 individuals, anywhere in the ages of from 20- to 40-years old.
  • the sense of feeling (or sense of unfitting or sense of foreign substances contained in the oral cavity) and dentifrice composition appearance were subjected to sensory tests by the following standards.
  • the evaluation was made by collecting each of the individual scores and averaging for each dentifrice composition.
  • Example 1-2 in the case where the coat ratio exceeds 30% by weight (Example 1-2), the capsule particles were slightly less likely to be broken, thereby showing an amount of release of contents thereof relatively smaller than those of Examples 1-1 and 1-3. Also, in the case where the degree of transparency was not less than 3 mm, the individuals who carried out the test had particularly excellent sense of feeling.
  • Capsule particles were produced by using the following components and production method. As for agar, the same one used for Production Example 1-1 was used.
  • Coat liquid Agar 5% by wt. Purified Water 95% by wt. Contents liquid: Tri(caprylic acid capric acid)-glycerol *1 40% by wt. 1-Menthol 50% by wt. Ethanol 10% by wt. Note *1: ("COCONARD MT,” manufactured by Kao Corporation, which is a triglyceride of a mixture of caprylic acid and caproic acid.
  • the capsule particles were produced by a double nozzle dropping method.
  • the nozzle diameter for pouring the contents liquid was set at 0.8 mm
  • the nozzle diameter for pouring the coat liquid was set at 1.0 mm
  • the temperatures for the tank containing the coat liquid and the dyne through which the coat liquid flowed were set at 75°C
  • the temperature of the cooling liquid was set at 25°C.
  • the capsule particles obtained above had an average particle size of 1 mm, and a coat ratio of 8.5%.
  • the average particle size and the coat ratio was evaluated in the same manner as in Production Example 1-1.
  • one of the capsule particles was broken, and the contents were quantitatively analyzed for the amount of 1-menthol contained therein using a high-performance liquid chromatography ("5890," manufactured by Yokokawa-Hewlett-Packard, Ltd.).
  • the amount of 1-menthol was found to be 45.8%.
  • the amount was so obtained by averaging values obtained with twenty particles as above.
  • the agar had excellent coat-formability and jelly strength, the loss of the contents during production was small.
  • Capsule particles were produced in the same manner as in Production Example 2-1 by using the following components.
  • Coat liquid Agar (The same one as in Production Example 1-1) 5% by wt. Purified Water 95% by wt. Contents liquid: Tri(caprylic acid capric acid)-glycerol 40% by wt. Sodium copper chlorophylin 50% by wt. Ethanol 10% by wt.
  • the capsule particles obtained above had an average particle size of 1 mm, and a coat ratio of 9.8%. Also, one of the capsule particles was broken, and the contents were quantitatively analyzed for the amount of sodium copper chlorophylin contained therein using a high-performance liquid chromatography ("L-6000," manufactured by Hitachi Ltd). As a result, the amount was found to be 45.1%. Here, the amount was so obtained by averaging twenty particles as above.
  • Capsule particles were produced in the same manner as in Production Example 2-1 by using the following components.
  • Coat liquid Gelatin 30% by wt. Purified Water 70% by wt. Contents liquid: Tri(caprylic acid capric acid)-glycerol 40% by wt. 1-Menthol 50% by wt. Ethanol 10% by wt.
  • the capsule particles obtained above had an average particle size of 1 mm, and a coat ratio of 21.5%.
  • the amount of 1-menthol in one capsule particle was quantitatively analyzed in the same manner as in Production Example 2-1, and the amount of 1-menthol was found to be 39.3%.
  • the gelatin used in this comparative example had poor jelly strength, so that the loss of the contents during production of the capsule particles was large.
  • Capsule particles each consisting of 80% by weight of hydrogenated castor oil and 20% by weight of sodium copper chlorophylin, were produced by the following method.
  • the given amount of sodium copper chlorophylin was well dispersed in melted hydrogenated castor oil. Thereafter, the obtained mixture was sprayed and cooled, to give capsule particles having an average particle size of 1 mm.
  • the amount of sodium copper chlorophylin in one capsule particle was quantitatively analyzed in the same manner as in Production Example 2-2, and the amount of sodium copper chlorophylin was found to be 20.1%.
  • each of the dentifrice compositions of Examples and Comparative Examples was stored at 40°C, and the amount of the contents of the capsule particles (1-menthol or sodium copper chlorophylin) leaking in the dentifrice base material (the amount being expressed by percent by weight) was measured with respect to time by methods similar to those in Production Examples 2-1 and 2-2, to thereby evaluate stability of the capsule particles.
  • the results are given in Table 2-1 together with the result of measurements of the breaking strength according to the method explained above. Here, the values were obtained by averaging those obtained for twenty particles.
  • Example 2-2 and Comparative Example 2-2 were used to measure the amount of release of the contents (sodium copper chlorophylin) during use by the following method, to evaluate easiness of contents release.
  • Example 2-2 when the dentifrice compositions of Example 2-2 and Comparative Examples 2-2 were compared, the one containing agar as the coat-forming substance (Example 2-2) had a notably larger amount of release. Also, although the differences in the amounts of release between Example 2-2 and Comparative Example 2-4 were small, the dentifrice compositions greatly differed in the stability, and the former had better sense of pleasant feeling than the latter upon actual use of the dentifrice compositions.
  • a toothpaste composition comprising the following composition (expressed by % by weight) was prepared by a conventional method.
  • the breaking strength per one particle of the abrasive granules was measured by using a thermal stress analyzer "SS-10" (manufactured by Seiko Instruments), a given load (2 g/min) being applied until breakage. As a result, the breaking strength per one particle was found to be 6.2 g.
  • the degree of transparency of the obtained toothpaste composition was evaluated in the same manner as in Example 1-1, and it was found to be 5.5 mm.

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  • Public Health (AREA)
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US6287542B1 (en) 1999-02-15 2001-09-11 Ilever Home & Personal Care Usa, A Division Of Conopco, Inc. Encapsulation
WO2001089573A1 (fr) * 2000-05-24 2001-11-29 Otsuka Pharmaceutical Co., Ltd. Procede servant a stabiliser une preparation
WO2003002133A2 (en) * 2001-06-29 2003-01-09 Oaklea Ltd Stabilisation of chlorophyll using medium chain triglyceride oils
EP1444975A2 (de) 2003-01-31 2004-08-11 PBL Technology Limited Körperpflegende Zusammensetzungen mit tragbaren Verpackungen
EP1967173A1 (de) * 2007-03-06 2008-09-10 Peter Greven Hautschutz GmbH & Co. KG Hautreinigungsmittel mit Partikel enthaltend hydriertes Rizinusöl
WO2010019587A2 (en) * 2008-08-11 2010-02-18 Colgate-Palmolive Company Oral care compositions containing beads
WO2010114549A1 (en) 2009-04-02 2010-10-07 Colgate-Palmolive Company Exfoliating dentifrice composition and method of use
AU2013207586B2 (en) * 2008-08-11 2015-06-11 Colgate-Palmolive Company Oral care compositions comprising capsules
US9498410B2 (en) 2002-12-30 2016-11-22 Colgate-Palmolive Company Oral and personal care compositions and methods
CN106727056A (zh) * 2017-03-03 2017-05-31 广州纳英化工有限公司 一种口腔护理新产品刷牙糖及其制备方法及使用方法

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DE29916014U1 (de) 1999-09-16 2001-02-08 Akh Arzneimittelkontor Hamburg Pharmazeutische Zusammensetzung, umfassend Eukalyptus- und Orangenöl
US9139731B2 (en) * 1999-11-12 2015-09-22 The Procter & Gamble Company Compositions and methods for improving overall tooth health and appearance
CN1250505C (zh) * 2000-08-31 2006-04-12 科学工业研究院 制备1－丙基－2，4，5－三甲氧基苯的改进方法
DE10106446A1 (de) 2001-02-09 2002-10-10 Haarmann & Reimer Gmbh Verfahren zur Herstellung blauer Mikrokapseln
JP5084075B2 (ja) * 2001-02-28 2012-11-28 サンスター株式会社 口腔内洗浄用組成物
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JP2004018470A (ja) * 2002-06-18 2004-01-22 Takasago Internatl Corp 抗菌香料組成物および口臭抑制香料組成物ならびにそれらを含有する口腔用組成物
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KR101306537B1 (ko) 2008-06-04 2013-09-09 콜게이트-파아므올리브캄파니 캐비테이션 시스템을 가진 구강 관리기구
MX342002B (es) * 2008-11-10 2016-09-09 Colgate Palmolive Co Capsulas no perecederas.
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US9724541B2 (en) * 2009-04-06 2017-08-08 Lisa Marie Kao Dental cleaning and polishing composition comprising diamond particles
CN103191031A (zh) * 2013-04-09 2013-07-10 上海应用技术学院 一种含有直链淀粉-薄荷酮微胶囊的牙膏膏体及所用的直链淀粉-薄荷酮微胶囊
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JP7510757B2 (ja) * 2016-10-18 2024-07-04 コーニンクレッカ フィリップス エヌ ヴェ 口腔ケア粒子及び該粒子の投与のためのシステム
CN107349114A (zh) * 2017-07-19 2017-11-17 广州凯普秀科技有限公司 一种新型速溶牙齿护理微囊颗粒及其制备方法
US20190083366A1 (en) * 2017-09-19 2019-03-21 Marlinspike Group, Inc. Mouthwash granules for an aqueous solution
CN108553336A (zh) * 2018-04-11 2018-09-21 广州凯普秀科技有限公司 一种漱口珠及其制备方法和应用
CN109481343A (zh) * 2018-12-22 2019-03-19 阮朝君 一种可食用性木槿果冻牙膏及其制备方法

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Cited By (27)

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Publication number Priority date Publication date Assignee Title
US6287542B1 (en) 1999-02-15 2001-09-11 Ilever Home & Personal Care Usa, A Division Of Conopco, Inc. Encapsulation
EP1123695A2 (de) * 2000-01-28 2001-08-16 Unilever N.V. Orale Zusammensetzungen aus Kapseln, die Keratin enthalten
EP1123695A3 (de) * 2000-01-28 2001-09-26 Unilever N.V. Orale Zusammensetzungen aus Kapseln, die Keratin enthalten
WO2001089573A1 (fr) * 2000-05-24 2001-11-29 Otsuka Pharmaceutical Co., Ltd. Procede servant a stabiliser une preparation
US7867514B2 (en) 2000-05-24 2011-01-11 Otsuka Pharmaceutical Co., Ltd. Method for stabilizing preparation
WO2003002133A2 (en) * 2001-06-29 2003-01-09 Oaklea Ltd Stabilisation of chlorophyll using medium chain triglyceride oils
WO2003002133A3 (en) * 2001-06-29 2003-04-03 Oaklea Ltd Stabilisation of chlorophyll using medium chain triglyceride oils
US9918909B2 (en) 2002-12-30 2018-03-20 Colgate-Palmolive Company Oral and personal care compositions and methods
US9827172B2 (en) 2002-12-30 2017-11-28 Colgate-Palmolive Company Dentifrice containing functional film flakes
US9498410B2 (en) 2002-12-30 2016-11-22 Colgate-Palmolive Company Oral and personal care compositions and methods
AU2004200287B2 (en) * 2003-01-31 2010-06-10 Pbl Technology Limited Personal Care Compositions with Portable Packs
EP1444975A3 (de) * 2003-01-31 2004-09-22 PBL Technology Limited Körperpflegende Zusammensetzungen mit tragbaren Verpackungen
EP1444975A2 (de) 2003-01-31 2004-08-11 PBL Technology Limited Körperpflegende Zusammensetzungen mit tragbaren Verpackungen
EP2275081A1 (de) 2003-01-31 2011-01-19 PBL Technology Limited Körperpflegende Zusammensetzungen mit tragbaren Verpackungen
US8563492B2 (en) 2007-03-06 2013-10-22 Peter Greven Hautschutz Gmbh & Co. Skin cleansing agent with particles containing hydrogenated castor oil
EP1967173A1 (de) * 2007-03-06 2008-09-10 Peter Greven Hautschutz GmbH & Co. KG Hautreinigungsmittel mit Partikel enthaltend hydriertes Rizinusöl
WO2008107453A3 (de) * 2007-03-06 2009-01-22 Peter Greven Hautschutz Gmbh & Hautreinigungsmittel mit partikel enthaltend hydriertes rinizusöl
AU2013207586B2 (en) * 2008-08-11 2015-06-11 Colgate-Palmolive Company Oral care compositions comprising capsules
AU2009282057B2 (en) * 2008-08-11 2013-05-23 Colgate-Palmolive Company Oral care composition comprising capsules
WO2010019587A3 (en) * 2008-08-11 2010-04-08 Colgate-Palmolive Company Oral care composition comprising capsules
WO2010019587A2 (en) * 2008-08-11 2010-02-18 Colgate-Palmolive Company Oral care compositions containing beads
US10092779B2 (en) 2008-08-11 2018-10-09 Colgate-Palmolive Company Oral care composition comprising capsules
RU2517136C2 (ru) * 2009-04-02 2014-05-27 Колгейт-Палмолив Компани Слущивающая композиция для чистки зубов и способ ее использования
AU2009343764B2 (en) * 2009-04-02 2012-07-05 Colgate-Palmolive Company Exfoliating dentifrice composition and method of use
WO2010114549A1 (en) 2009-04-02 2010-10-07 Colgate-Palmolive Company Exfoliating dentifrice composition and method of use
US10518113B2 (en) 2009-04-02 2019-12-31 Colgate-Palmolive Company Dentifrice composition and method of use
CN106727056A (zh) * 2017-03-03 2017-05-31 广州纳英化工有限公司 一种口腔护理新产品刷牙糖及其制备方法及使用方法

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